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An Isomer of C 60 Cl 10 Free of Skew‐Pentagonal‐Pyramidal C 60 Cl 6 Substructure
Author(s) -
Liang Hua,
Dai Ke,
Peng RuFang,
Chu ShiJin
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201403817
Subject(s) - synthon , substructure , fullerene , derivatization , chemistry , reactivity (psychology) , electrochemistry , crystallography , stereochemistry , organic chemistry , medicine , high performance liquid chromatography , alternative medicine , structural engineering , pathology , electrode , engineering
Chlorination is an effective approach for understanding the feature of multiple additions on fullerene cages. The chlorofullerenes obtained are versatile synthons for further derivatization. However, chlorofullerenes used for chemical reaction studies are mainly based on the skew‐pentagonal‐pyramidal (SPP) C 60 Cl 6 . In this work, a new isomer of C 60 Cl 10 that does not contain an SPP‐C 60 Cl 6 substructure was identified. Its electrochemical properties give it unexpected cyclic voltammetric behavior at more negative potentials relative to other chlorofullerenes. Friedel–Crafts arylation shows good reactivity of this compound. These new findings challenge opinions of fullerene addition patterns and will break the monopoly of C 60 Cl 6 as a precursor for fullerene modifications.